6-Benzothiazolecarboxylicacid,methylester(9CI)

Benzothiazole-6-carboxylic acid (71a, 5.0 g, 27.93 mmol) was dissolved in DCM (96 mL) and MeOH (32 mL) and cooled to 0° C. A solution of trimethylsilyl-diazomethane (28 mL, 2.0M in hexane) was added dropwise and the resulting solution was gradually warmed to RT and stirred overnight. The reaction was quenched slowly by careful addition of HOAc (2 mL) and stirred for 30 min. The solution was concentrated, diluted with EtOAc and washed with saturated NaHCOMethyl benzothiazole-6-carboxylate S2b[0131] A 0.2 M stirring solution of benzothiazole-6-carboxylic acid in THF (17 mL) was cooled to 0 To a mixture of benzo[d]thiazole-6-carboxylic acid (10 g, 56 mmol) in anhydrous methanol (100 mL) was added thionyl chloride (21 g, 0.18 mol) slowly at room temperature. The mixture was heated to 60 °C and stirred under nitrogen for 2 hours. On completion, the mixture was concentrated in vacuo. The residue was diluted with water (100 mL) and extracted with dichloromethane (3 100 mL). The combined organic layers were concentrated in vacuo give compound B-182 (8.5 g, 79percent yield) as a brown solid.

Molecular Weight:193.22
XLogP3:2.2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:193.01974964
Monoisotopic Mass:193.01974964
Topological Polar Surface Area:67.4
Heavy Atom Count:13
Complexity:210
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes